7433-43-4

Basic information

• Product Name: N-Hydroxy-N-methylurea
• Synonyms: 1-Hydroxy-1-methylurea;1-Methyl-1-hydroxyurea;SQ-17589;1-Methylhydroxyurea;NSC 529064
• CAS NO: 7433-43-4
• Molecular Formula: C2H6N2O2
• Molecular Weight: 90.0812
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 7433-43-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 214°Cat760mmHg
• Flash Point: 83.2°C
• Appearance: /
• Density: 1.342g/cm³
• Vapor Pressure: 0.0351mmHg at 25°C
• Refractive Index: 1.511
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: N-Hydroxy-N-methylurea(CAS DataBase Reference)
• NIST Chemistry Reference: N-Hydroxy-N-methylurea(7433-43-4)
• EPA Substance Registry System: N-Hydroxy-N-methylurea(7433-43-4)

Safety Data

• Hazardous Substances Data: 7433-43-4(Hazardous Substances Data)

Usage

Uses

1-Methylhydroxyurea is a methylated hydroxyurea with anticancer activity. 1-Methylhydroxyurea has been shown to inhibit the growth of tumors by impairing DNA replication, without interfering with continued RNA synthesis.

InChI:InChI=1/C2H6N2O2/c1-4(6)2(3)5/h6H,1H3,(H2,3,5)

Upstream product

• 590-28-3 potassium cyanate 
• 4229-44-1 N-methylhydroxyamine hydrochloride 

Relevant articles and documents

Kinetics and mechanism of oxidation of hydroxyurea derivatives with hexacyanoferrate(III) in aqueous solution

Kinetics and mechanisms of the oxidation of methoxyurea and N-methylhydroxyurea were studied in neutral and basic aqueous solutions. The obtained pH dependences of the oxidation rates indicate that for both hydroxyureas the reactive species are the deprotonated ones. The second order rate constants, the activation enthalpies and the activation entropies for the reactions of methoxyurea (O-methylhydroxyurea) and N-methylhydroxyurea anions with Fe(CN)63- at 25 °C, I = 2 mol dm-3 (NaClO4) were determined as (5.06 ± 0.01) × 10 2 mol-1 dm3 s-1, (1.92 ± 0.02) × 104 mol-1 dm3 s-1, 27 ± 1 kJ mol-1, 16 ± 1 kJ mol-1,.101 ± 2 J mol-1 K-1, and.107 ± 4 J mol-1 K-1, respectively. The pKa value of methoxyurea at 25 oC and 2 mol dm-3 ionic strength was determined kinetically as 12.7 ± 0.1 and the thermodynamic parameters for the deprotonation reaction were determined as ΔaH = 43 ± 1 kJ mol-1, and.aS =.96 ± 4 J mol-1 K-1. When the kinetic results are compared with the data reported for hydroxyurea, an inverse dependence of the rate constants on the pKa of the hydroxyurea derivatives at 25 °C is observed. Such unexpected behaviour has been explained by the ab initio calculations and NBO analysis of HOMOs for all three hydroxyureates.